Lorelai refuses to listen to Richard's plan to bribe Rory into resuming school, saying that Rory has to want to go back on her own. Both Rory and Lorelai are saddened by the fact that their estrangement is keeping them apart on Rory's 21st birthday. Emily takes it upon herself to plan a party for her granddaughter when Rory shows no interest in the event. Richard and Emily find out that Rory and Logan have been sleeping together. Lorelai tries to convince Luke to participate in her mad scientist Halloween skit.

At Rory's graduation party at her grandparent's house, Logan proposes to her. Emily and Richard sing Rory a graduation song. Rory is caught off-guard and says she needs time to think about it. After Rory graduates from Yale, she tells Logan that she can't marry him. Logan tells her it's all or nothing and Rory decides to decline. Logan ends their relationship.